Journal of the American Chemical Society, Vol.138, No.43, 14226-14229, 2016
Enantioselective Palladium-Catalyzed Alkenylation of Trisubstituted Alkenols To Form Allylic Quaternary Centers
In this report, we describe the generation of remote allylic quaternary stereocenters beta, gamma, and delta relative to a carbonyl in high enantioselectivity. We utilize a redox. relay Heck reaction between alkenyl triflates and acyclic trisubstituted alkenols of varying chain-lengths. A wide array of terminal (E)-alkenyl triflates are suitable for this process. The utility of this functionalization is validated further by conversion of the products, via simple organic processes to access remotely functionalized chiral tertiary acid, amine, and alcohol products.